Wailuku vacation rentals

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Top-rated vacation rentals in Wailuku

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Guest favorite

Cottage in Kihei

4.98 out of 5 average rating, 222 reviews

Luxury Cottage, Saltwater Spa, Walk to Beach/Dining/Shops

Slip into a saltwater hot tub on a private deck with a cocktail and good company. The surrounding palm trees and stars above will surely add to the romantic moment. Rinse off under a warm outdoor shower, then retreat indoors to a stylish love nest. LOCATION, LOCATION, LOCATION Located in the heart of sunny South Kihei near the famous Kamaole sandy beaches. 10-minute walk to just about everything: - Kalama Beach Park (playground, tennis, volleyball, basketball, and more) - Over 23 restaurants, coffee shops, and bars - Shops, boutiques, open air markets - Farmers market and grocery store - The Cove Beach Park (paddle boarding and beginner surfing) - Kamaole Beach Park 1, 2, 3 (Kam 1 is a 20-min walk. All beaches within a 5-minute drive) Quick Drive (15-20 minutes): - Famous Makena Beach, Wailea and world class golf courses - Airport Stroll in cute little shops while trying some local shave ice. You will love Maui's most unique shopping and dining experience at Kihei Kalama Village with great places to eat and over 40 vendors and boutiques. At the south side of Kalama Beach, you will find Cove Park where you can take surfing lessons or try stand up paddle boarding. Walk beyond Cove Park and you find Charley Young beach which is part of the famous Kamaole beaches. In the morning, walk to the end of the street for coffee at Belle Surf Cafe or 5 minutes farther to the Lava Java Coffee Roasters and enjoy your coffee at the beach. During the early evening, you can relish sushi during Happy Hour at Sansei within a few minutes of the house or enjoy the gorgeous sunsets at the beach. PRIVATE OUTDOOR LIVING IN A TROPICAL SETTING - Lounging space in either deck or in a covered lanai - Weber Gas Grill - Salt water hot tub - Fully fenced tropical garden and lawn (yoga, croquet on the grass) Tropical outdoor living area for sunning, reading a book in the shade, connecting with someone close, grilling, or relaxing in the hot tub. AMENITIES - All-Clad gourmet cookware and kitchen tools - Induction range - 65-inch 4k OLED TV for the living room and 40-inch TV in the bedroom - WI-FI (high speed and easy to work from here, download 200 mb/sec, upload 20 mb/sec) - Books, games - many toiletry items provided The house includes island style furniture with a full kitchen that will delight a chef. High end cookware and kitchen tools like Henckel knives, French press, coffee grinder, a comprehensive spice rack, and a Vitamix blender. Make delicious Hawaiian smoothies from farmers market at the end of our street. 5-star luxury resort Queen mattress (Sealy Optimistic Plush Foam) with 400+ thread count pima cotton sheets and down comfortable assures a good night’s sleep. FOR THE BEACH Beach chairs, umbrellas, towels, boogie boards, coolers, ice packs, and snorkel gear provided. Lots of extras as well. We also have tennis rackets and balls for the park. Room rate includes: Hawaii Taxes (General Excise 4.166%, Accommodation: 10.25%) Private, keyless entrance to your free-standing cottage surrounded by a fenced garden paradise. Free off-street parking. Guests can call, text, or email us with any needs or questions they may have. Our housekeeper and our maintenance person live just down the street and can be at the house within 5 minutes for any urgent items. The house is right where the action is—the park, beach, restaurants, shops, and fresh market are all close by. Walk down the street to a friendly cafe for breakfast. Stroll along the shore watching carefree turtles and determined surfers. Walking around is great, but we still recommend a car. Car rental available at airport or locally in Kihei. A public bus stop is located about 5-7 minute walk from the house. Maui County approved vacation rental: Short Term Rental Permit STKM 2014 / 0001, Tax ID 085 / 245 / 5424 / 01

Oct 6 – 13

G$155,649 GYD per night

Superhost

Condo in Wailuku

4.79 out of 5 average rating, 380 reviews

Romantic Beachfront Getaway

Your beachfront escape awaits... This is the perfect spot for your romantic getaway! Right on the beach, you'll enjoy days in the sun, romantic meals dining on the private garden lanai with views of the azure Pacific and nights falling asleep in the luxurious canopy bed listening to the ocean waves lapping at the shore. Just 30 steps to the white sand beach and warm Pacific from both the private garden lania and front door! This truly is a magical spot. Newly remodeled and updated with all the amenities (everything is brand new). You'll enjoy luxury accommodations at a fraction of what you would pay elsewhere. Maalaea Bay is perfectly located and central to the entire island so it's easy to get out and explore... Watch the sunrise from high atop the clouds at the 10,000 ft. summit of Haleakala Volcano (about 45 minutes to the summit). Shop the luxury stores of Wailea (about 20 minutes away). If it is snorkeling, fishing or whale watching that interests you, just walk 5 minutes to Maalaea Harbor and jump on one the many different boat tours leaving throughout the day. Craving a little nightlife? Lahaina is only about a 20 minute drive away. I hope you can come and stay to enjoy what I believe to be one of the best spots in Maui. See you soon !

Apr 8 – 15

G$47,410 GYD per night

Guest favorite

Condo in Wailuku

4.99 out of 5 average rating, 157 reviews

Beautiful Oceanfront Condo- Great View, A/C,Wi-Fi

The convenient location in Maalaea leaves you minutes away from beautiful beaches, restaurants, and all Maui destinations. An open layout consisting of 1 bedroom and 1 bath gives an expansive feel to this exquisite unit. Central A/C. Luxury upgrades include: luxury plank flooring, custom kitchen and bathroom cabinetry, granite counter-tops, new stainless appliances, stone flooring and stone/glass shower. Meticulously maintained grounds along with a refreshing swimming pool and grilling area.

Feb 26 – Mar 5

G$66,322 GYD per night

Guest favorite

Condo in Wailuku

4.86 out of 5 average rating, 227 reviews

Direct Ocean View!

Direct ocean front view of ocean and harbor. On the 3rd floor with spacious lanai. Beautifully remodeled with tile through out, granite counter tops, full size washer and dryer, custom lighting, walk in showerand AC. There is a queen size Murphy bed in living room. And a full size Murphy bed in bedroom. Walk to shops, restaurants, activities, and Maui Ocean Center. Centrally located with easy access to Kihei, Lahaina and 20 minutes from airport. You can’t get closer to the ocean!

Dec 3 – 10

G$60,233 GYD per night

Guest favorite

Apartment in Kula

4.91 out of 5 average rating, 950 reviews

Kula Treat - Upcountry Maui with Hot Tub!

Private, gracious apartment in desirable Upcountry Maui. Great home base for exploring, and a quiet country retreat for relaxing. Restaurants, food trucks and farmers’ markets nearby. Beaches, hiking and zipline within an easy drive. Perfectly located for Haleakalā Natʻl Park and day trips to Hana. A wonderful personal chef lives very close by. Dedicated to reducing single use plastics, we provide reusable water bottles for our guests! Fully permitted: BBMP 2015/0003 E komo mai! (Welcome)

Apr 24 – May 1

G$32,761 GYD per night

Guest favorite

Condo in Wailuku

4.98 out of 5 average rating, 105 reviews

Beautifully Renovated Romantic Beachfront Condo

Lovely, romantic, and newly renovated BEACH FRONT condo, centrally located for day trips around the island, and off the beaten tourist path. Cool A/C in every room and smart home controls-- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 1bed/1bath condo- with fully stocked kitchen, new 75" SmartTV and views of the beach, bay, & Haleakala volcano. Ideal for swimming, paddle boarding, snorkeling, and surfing-- amazing value for families and couples.

Mar 11 – 18

G$120,823 GYD per night

Superhost

Guesthouse in Wailuku

4.87 out of 5 average rating, 218 reviews

2B/2Bcottage/central/private/ historic town/wi-fi

2B/2B cottage , attached to a plantation home, in the heart of Maui, in historic Wailuku town...home of the famous Iao theater and minutes from Iao valley & the famed "Needle mountain ". Private, fully furnished, and equipped with all amenities needed for a comfortable short-term stay. Well located to connect you to all parts of the island within a 10-30 minute drive. It's great for business travelers doing business in Wailuku , hikers ,bikers, and true hawaiiana seeking tourists .

Sep 21 – 28

G$51,692 GYD per night

Superhost

Guesthouse in Wailuku

4.89 out of 5 average rating, 171 reviews

Cozy 1BR near Iao Valley w Outdoor Living Space!

The Blue Door on Church Street is the perfect home for your Maui adventures. Get out of the hectic hotel zones and experience Hawaii in relaxed, luxurious accommodations. We are nestled below beautiful I'ao Valley in historic Wailuku Town. Walk to shops, restaurants, coffee, yoga, theatre, food trucks, and more. A short drive from I'ao Valley, Whole Foods, beaches, the MACC, and 15 min from the airport. Sleep deeply on a King size Nectar mattress. @bluedoormaui

Jun 15 – 22

G$45,812 GYD per night

Guest favorite

Condo in Wailuku

4.93 out of 5 average rating, 165 reviews

Rare Beachfront Ground floor Oceanview from Lanai!

Enjoy a Romantic yet affordable Direct BeachFront, Ground floor condo with a partial ocean view from the Lanai. NOT ACROSS THE STREET FROM THE OCEAN! Located on gorgeous Sugar Beach, Maalaea- the LONGEST WALKING BEACH on the entire island. Humpback Whales (Nov-April) and turtles are often seen in the waters. On a a quiet, non-through road, this is like your own little neighborhood paradise! GE-210-827-7760-01 TA-210-827-7760-01 General Excise/Transient Tax

Apr 21 – 28

G$57,257 GYD per night

Superhost

Guest suite in Wailuku

4.84 out of 5 average rating, 392 reviews

Tropical Haven near Beach, MACC, MMH, 3 mi to OGG

BOHO, International vibe inspired by Host’s world travel; Awaken to Sunrise over Haleakala, listen to surf and local birds, watch Surfers, Kiters, Sailboarders, Kanaha beach from the secluded back yard. Central location - rent a car or Uber to get to most places- Wailuku town is 1 mile walk. Hosts live on-site for needed assistance, otherwise allow guests to enjoy their peace and solitude during the evenings after the day's adventures. FAST Internet.

Jun 2 – 9

G$38,320 GYD per night

Guest favorite

Condo in Wailuku

4.97 out of 5 average rating, 110 reviews

Relaxing ocean-front views! Island Sands Condo

This rare ocean-front condo is stunning! Listen to the sound of the ocean from the comfort of your home, while watching whales (Dec-April) and Hawaiian Green Sea Turtles all year long! Located a five minute walk from boats, Maui Ocean Center Aquarium, shops and restaurants at Ma'alaea Harbor! The condo offers a fully stocked kitchen—convection toaster oven, microwave, toaster, coffee maker, blender, and full size fridge. Washer and dryer.

Aug 6 – 13

G$71,092 GYD per night

Guest favorite

Condo in Wailuku

4.96 out of 5 average rating, 108 reviews

Trade Winds Blow...Surrounded by Glass...Utopia!

This magnificent 2 bedroom/2 bath luxury home is waiting for you with its spacious, upscale furnishings, located steps from the ocean. Walls of glass highlight the panoramic ocean view with Haleakala as a backdrop. The sound of the ocean serenades as you read your book or meditate. Central air conditioning, in-condo washer/dryer and assigned parking are only a few of the many amenities in this third floor heaven.

Aug 20 – 27

G$126,576 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Wailuku vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Wailuku's top sights

Maui Historical Society8 locals recommend

Foodland Kehalani10 locals recommend

Tasty Crust Restaurant18 locals recommend

Safeway209 locals recommend

Kepaniwai Park4 locals recommend

Sam Sato's Inc13 locals recommend

Other great vacation rentals in Wailuku

Guest favorite

Condo in Wailuku

4.93 out of 5 average rating, 120 reviews

Cozy Retreat With Ocean Views & Luxury Amenities!

Aug 8 – 15

G$47,674 GYD per night

Guest favorite

Condo in Kihei

4.87 out of 5 average rating, 377 reviews

Steps to Maui's Charley Young Beach, Condo Apt #2

May 5 – 12

G$39,136 GYD per night

Superhost

Condo in Wailuku

4.85 out of 5 average rating, 100 reviews

❤ Full Ocean View - Beachfront - Hono Kai C3 ❤

Jun 5 – 12

G$86,057 GYD per night

Guest favorite

Condo in Wailuku

4.91 out of 5 average rating, 137 reviews

Full Ocean Front 1 BR - Gorgeous Views/Quiet Area

Nov 20 – 27

G$96,234 GYD per night

Guest favorite

Condo in Kihei

5.0 out of 5 average rating, 137 reviews

Sugar Beach Resort Beach / Ocean Front Unit 426

Feb 27 – Mar 6

G$102,095 GYD per night

Superhost

Condo in Wailuku

4.89 out of 5 average rating, 250 reviews

VIEWS VIEWS VIEWS ~ Bliss on the Bay

Sep 1 – 8

G$60,360 GYD per night

Superhost

Condo in Kihei

4.86 out of 5 average rating, 182 reviews

Your Island Home - KBS

Jun 9 – 16

G$33,941 GYD per night

Guest favorite

Condo in Kihei

4.99 out of 5 average rating, 207 reviews

“Paradise Views” Menehune Shores, Kihei, Maui

Nov 6 – 13

G$79,896 GYD per night

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Other great vacation rentals in Wailuku

Guest favorite

Condo in Wailuku

4.94 out of 5 average rating, 53 reviews

Ocean Front Paradise! Quiet Romantic!

Jan 2 – 9

G$102,179 GYD per night

Guest favorite

Apartment in Wailuku

4.99 out of 5 average rating, 68 reviews

Oceanfront | 20 Steps To Beach | Ground Floor

Mar 3 – 10

G$106,011 GYD per night

Guest favorite

Condo in Wailuku

5.0 out of 5 average rating, 36 reviews

Oceanfront Spectacular Condo, New Listing

Dec 6 – 13

G$80,967 GYD per night

Guest favorite

Condo in Wailuku

4.93 out of 5 average rating, 76 reviews

All New Beachy Chic Remodel, Ocean front with AC

Jan 3 – 10

G$122,847 GYD per night

Guest favorite

Apartment in Wailuku

4.97 out of 5 average rating, 39 reviews

Stunning Prime Oceanfront I Maalaea Kai 315

Jan 25 – Feb 1

G$84,012 GYD per night

Guest favorite

Condo in Wailuku

4.98 out of 5 average rating, 51 reviews

Oceanfront Getaway, Brand New, Steps To Beach

Jan 16 – 23

G$84,991 GYD per night

Guest favorite

Condo in Wailuku

4.93 out of 5 average rating, 95 reviews

Boho Beach Retreat *OCEAN VIEWS*

Jan 11 – 18

G$79,930 GYD per night

Guest favorite

Condo in Wailuku

4.99 out of 5 average rating, 69 reviews

Dolphin Penthouse at Milowai

Sep 17 – 24

G$163,651 GYD per night

Show all

Quick stats about vacation rentals in Wailuku

Total rentals
110 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
6.9K reviews
Nightly prices starting at
G$8,359 GYD before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Wailuku?
Yes! Work meets play with ease at over 60 vacation rentals in Wailuku featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Wailuku?
Four-legged friends are welcome in Wailuku. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there Wailuku vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Wailuku, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly house rentals in Wailuku?
Wailuku has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Wailuku have air conditioning?
Absolutely! We offer over 30 apartment rentals with air conditioning in Wailuku. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wailuku have wifi?
Absolutely! We offer over 20 house rentals with wifi in Wailuku. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wailuku have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Wailuku. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Wailuku?
Experience the best of Wailuku with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Wailuku vacation rentals

Top-rated vacation rentals in Wailuku

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for Wailuku vacation rentals

Stay near Wailuku's top sights

Other great vacation rentals in Wailuku

Condo in Wailuku

Condo in Kihei

Condo in Wailuku

Condo in Wailuku

Condo in Kihei

Condo in Wailuku

Condo in Kihei

Condo in Kihei

Other great vacation rentals in Wailuku

Condo in Wailuku

Apartment in Wailuku

Condo in Wailuku

Condo in Wailuku

Apartment in Wailuku

Condo in Wailuku

Condo in Wailuku

Condo in Wailuku

Quick stats about vacation rentals in Wailuku

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Wailuku?

Are there pet-friendly vacation rentals in Wailuku?

Are there Wailuku vacation rentals on Airbnb with pools?

Are there family-friendly house rentals in Wailuku?

Do apartment rentals in Wailuku have air conditioning?

Do house rentals in Wailuku have wifi?

Do house rentals in Wailuku have a bbq area?

How much does it cost to stay in house rentals in Wailuku?

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